Longest distance I used to punt was Manchester - Nuneaton to see the now-retired lusty lush. Like Urban G, I don't drive so each was a British Rail Awayday.
In the days I used to see her, she was one of three I used to see regularly, one per month, none closer than about 50 miles away. Like vorian and iPad3, each of these punts was arranged several weeks in advance. I currently see one of my Regulars on the first Monday of every third month; and yes, I DO think I'm at least mildly OCD!